Ulleunganilines A–C, Trichostatin Analogues Bearing a Modified Side Chain from Streptomyces sp. 13F051

Three new trichostatin analogues, ulleunganilines A–C (1–3), and seven known trichostatins (4–10) were isolated from cultures of Streptomyces sp. 13F051. NMR, UV, and MS data indicated that the planar structures of 1–3 consisted of modified side chains in the trichostatic acid moiety. The absolute c...

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Veröffentlicht in:Journal of natural products (Washington, D.C.) D.C.), 2021-09, Vol.84 (9), p.2420-2426
Hauptverfasser: Hwang, Gwi Ja, Jang, Mina, Son, Sangkeun, Lee, Byeongsan, Jang, Jun-Pil, Lee, Jung-Sook, Ko, Sung-Kyun, Hong, Young-Soo, Ahn, Jong Seog, Jang, Jae-Hyuk
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Sprache:eng
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Zusammenfassung:Three new trichostatin analogues, ulleunganilines A–C (1–3), and seven known trichostatins (4–10) were isolated from cultures of Streptomyces sp. 13F051. NMR, UV, and MS data indicated that the planar structures of 1–3 consisted of modified side chains in the trichostatic acid moiety. The absolute configuration of the 2,4-dimethyl-branched carbon chains in 1 and 2 was determined by the PGME method, while the amino acid group in 3 was identified by advanced Marfey’s method. Based on the structure of the modified side chains, the origin of 1–3 is proposed. Further experiments indicated that 1 and 3 displayed moderate histone deacetylase inhibitory activity, suggesting that not only the hydroxamate group but also the N,N-dimethyl group were essential for the inhibitory activity.
ISSN:0163-3864
1520-6025
DOI:10.1021/acs.jnatprod.1c00324